Efficient synthesis of n-oxide derivatives:: Substituted 2-(2-(Pyridyl-N-oxide) methylsulphinyl) benzimidazoles

被引：3
|
作者：
Ray, Purna C. [1 ]
Mittapelli, Vasantha [1 ]
Rohatgi, Amit [1 ]
Tyagi, Om Dutt [1 ]
机构：
[1] Matrix Labs Ltd, Jinnaram 502325, AP, India
来源：
SYNTHETIC COMMUNICATIONS | 2007年 / 37卷 / 17期
关键词：
lansoprazole N-oxide; mCPBA; omeprazole N-oxide; pantoprazole; N-oxide; rabeprazole N-oxide;
D O I：
10.1080/00397910701470693
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Different substituted 2-chloromethylpyridyl derivatives (6a-d) were oxidized with mCPBA to give the respective 2-chloromethylpyridine-N-oxide derivatives (7a-d) at low temperature, which on condensation with 2-mercapto-1H-benzimidazole (8a-c) in the presence of aprotic solvents give the 2-[[(pyridin-2-yl-1-oxide) methyl]sulfanyl]-1H-benzimidazole (9a-d) in good yield. Finally, 9a-d oxidized with mCPBA in chlorinated solvent gives a mixture of 2-[[(pyridin-2-yl-1-oxide) methyl]sulfonyl]-1H-benzimidazole (3a-d, 10%) and 2-[[(pyridin-2-yl-1-oxide) methyl] sulfinyl]1H-benzimidazole (4a-d, 90%) derivatives.
引用
收藏
页码：2861 / 2868
页数：8
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